Pbocess of



Patented Dec. 27, 1927.

"UNITED "STATES PATENT ames BADDILEY, annoy ononLEY, Ann canteen BUTLER,oriiunncrinsrnnnne- .LANZD, nssienons 'ro nfarrrsrr nrns'rn'rr'sconronarron LIMITED, or MAN- cirnsr'en, ENGLAND.

rnoonss or DYEme ARTIFICIAL SILK.

No Drawing. Application filed April 2, 1927, Serial No."1B 0,611, and inGreat Britain June 7, 1926.

This invention relates to dyeing and is an improvement in or amodification of the invention described in our copending application No.180,610, filed April 2, 1927, according to which we have discovered thatthe secondary disazo dyestuils obtained by coupling aminosalicylic acidsor their homologues, hereafter referred to as amino-ohydroxy-carboxyacids of the benzene series, with the usual middle components, furtherdiazotizing and combining with the peri-substituted naphthalene sulphoacids as end-components, have a good aiiinity -for regenerated cellulosesilks and possess the valuable property of giving level dyeings on thesefibres.

We have now found that in addition to the said disubstituted naphthalenesulpho acid components used in our previous application there may beused as end components coupling components of the naphthalene seriescontaining a single auxochromic group, namely naphthols, naphthylaminesand their N-su lostitution products, and sulphonated derivatives ofthese classes. The present invention consists in the dyeing ofregenerated silks, such as viscose silk, with the secondary disazodyestuii obtained by combining amino-o-hydroxy-carboXy acids of thebenzene series with the usual middle components, further diazotizing andcombining with a coupling ofthe naphthalene series, namely a naphthol,or a naphthylamine or an N-sul; stitution product or the latter, or witha sulphonated derivative of one of these. As middle components there maybe used a-naphthylamine, 1-amino-2- naphthol ether-s, l-naphthylamine-B-or 7- sulphonic acids, 1amino-2-alkoXy-naphthalene-6- or 7-sulphonicacids, meta-aminopa-ra-cresol methyl ether, amino-hydroquinone-dimethylether and the like.

The dyestuffs so obtained have a wide range oi shades according to theend component chosen, and they give level dyeings on regeneratedcellulose silks. Some of these dyestuffs are already known and have beenused for dyeing wool, particularly for producing blacks byafter-treatment with chromium compounds, but it was not foreseen thatthey would have a good afinity for regenerated cellulose silks and thatthey would give level dyeings on these fibres.

The fibres are dyed in the usual way, the

following description being typical, but we do "not limit ourselves tothe conditions quoted (the parts are by weight) The dyebath is made upfrom 3000 parts of water, 20 parts of Glaubers salt, 2 parts of soap andone part of solochrome black F (Colour Index No. 299). 100 parts of theregenerated cellulose silk are entered into the bath at about C. Thebath is then heated to about C. and dyeing allowed to proceed for aboutone hour. The silk is then removed, rinsed and dried. The resultingdyeing is a level deep black shade. By after-treating the dyed fabricwith chromium fluoride the tastness to. washing is considerablyincreased.

Other examples to illustrate our inventoin are quoted in the followingtable 2- Secondary disazo dyestulf from- Shade on viscose Firstcomponent Middle component End component 311k aarninosalicyliea-naphthylamine l-naphtholl-sul- Black.

11010. phonic acid.

Ditto ditto 1-naphthol-5-sul- V i o] e t I phonic acid. black. Ditto..ditto 2-naphthylamiue-. Bordeaux.

6 s 111 p 11 0 n1 0 v acid. i Ditto ..ditto Z-methylamiue- Violet.

naphthalene-7- sulphonic acid. Ditto clitto l-phenylamino- Brown.

naphthalene-8- I sulphonic acid. Am nosalicylic -.ditto2-naphthol-6-su1- Blue-vioaeid (technical phonic acid. let. mixture).

Ditto ditto l-naphthylamine- Brownish e-sulphonic violet. acid. Dittod1tto l-naphthylamine- Viol at 6 and 7-sulbrown. phonic acids. Ditto1-naphtl1ylamine 1-naphtho1-4-si11- Violet.

6 and 7-su1- phonic acid. phonic acids. Ditto ditt l-naphthol-asul-Ditto.

phonic acid.

l-naphtho1-3:6- Bluishdisulphonic violet. acid.

Ethyl-a-napli- Violet. tliylamine. .ditto S-naphthol Bled-vioct.--.ditto a-naphthylamiue Violet.

a-naphthylamine ditto Chocolate. fl-xyhdme 2-naphthol-6-su1-Red-viophonic acid. let. l-ammo-Z-naph- 2-naplithol-7-sul- Groenish- 'the t h yl phonic acid. blue. e er.

What weclaim and desire to secure by Letters Patentis l. The dyeingprocess which comprises dyeing regenerated cellulose silks withsecondary disazo dyestuffs made by combiningamino-o-hydroXy-carboXy-acids of the benzene series with the usualmiddle components, further diazotizing and combining with a couplingcomponent of the naphthalene series containing a single auxochromicgroup H 2. The dyeing process which comprises dyeing regeneratedcellulose silks with the secondary disazo dyestufis made by combining anamino salicylic acid with the'usual middle components, furtherdiazotizing and combining with a coupling component of the naphthaleneseries containing a single auxochromic group.

3. The dyeing process Which comprises -dyeing regenerated cellulosesilks With the secondary disazo dyestuffs made by combining-amino-salicylic acid with the usual middle components, furtherdiazotizing and combining with a coupling component of the naphthaleneseries containing a single auxochromic group. i

4. As new industrial products, regenerated cellulose silks when dyed bythe process claimed in claim 1. p p

In testimony whereofwe afiix our signatures.

JAMES BADDILEY. PERCY CHORLEY. CARLTON BUTLER.

